Step-by-step explanation:
It could go either way.
King crimsons ability is to see into the future and erase something, changing the outcome, while The Worlds ability is to Stop time. I believe DIO would beat Diavolo,but thats if certain requirements are met.Like, the fight being at night, but if Diavolo got a good combo of attacks on DIO, theres a high chance he would kill DIO, but DIO could end the fight in seconds by stopping time and killing him in his Stopped time, or his World, hope this helped